Viscous mineral oil compositions



Patented has. 1946 l I 2,402,792

um' 'sp STATES PATENT orric VISCOUS, menu. on. COMPOSITIONS W. Watson, Chicago, 111., and James W. Gaynor, Hammond, 1111, aalisnors to Standard all Company, Chicago, 111., a corporation of No Drawing. Application who! 23, 1944.

Serial No. sso. 1 1 Claims. (Ci. ass-51.5) 2 This invention relates to hydrocarbon oil com positions and particularly to hydrocarbon 011 com- N-X-N positions inhibited against the deleterious eii'ects or metal catalysts, particularlyiron. The invention is more particularly related to the stabiliza-' s in 3 9" R is an tion oi viscous mineral "oils such as turbine oils, a is hymen an auphatici transformer oils and internal combustion enginecyclo'mmflc or m1 rwcai' lubricants by the use of certain types oi! additives pound of the Preferred cm have general which eflectively inhibit the deleterious oxida- 7 tion or such oils, especially in the presence of 10 a 11' metal catahrsts such as iron. L- Hydrocarbon oils such as petroleum oils which 1 I have been subjected to relatively drastic chemical treatment such as by sulfuric acid treatment v and/or extraction with selective solvents such as, 15 in hi h R, i n h yi radical, and R. i either for example, phenol, iuri'ural, Chlorex and the hydrogen, an aliphatic, mlkyi, cycle-aliphatic like, are susceptible to oxidative deterioration or an acyl radical This general clas of comdurins use and/or storage. particularly when su h pounds includes the acyl-substituted meta-, oils are used or stored in the presence of metal t gmiparaphemlene diamines. salts such as iron which accelerates the oxida- 0 The 1 11 m; are illustrative of the specific tion 01 such oils. Such oxidative deterioration type, of o und which fall within the above results in the formation of acidic bodies and/or gengml la of compounds suitable for the sludge-mashing bodies and/or color-forming' hereimdmnbeduse; bodies w obviously are highly undesirable.

An obiect or the present invention is to prof gi z i ggg vide a hydrocarbon oil composition which is remm 8 sistant to oxidative deterioration, particularly in 3 i 1 mn tmfmd the presence of metal catalysts such as iron. 104cc 1 313mm Another object or the present invention is to nm'phem me e so 4-amino-hexyl-benzoyl-phenylene diamine provide a hydrocarbon oil composition inhibited :i-dibutyl-amino-benzoyl-phenyleno diamine against the formation of acidic bodies and/or d1 t 1 m t 1b 1 h 1 color-forming bodies and/or sludge-forming no'me by enzoy my ens bodies during use or storage, particularly in the sdfladmmmambammmetmhacet mde presence of metal catalyst which accelerate the l W 1 d oxidative deterioration of such oils. .Another obg fi g; de 6 ject oi the invention is to provide a method of x methyl n, steml phenylene H mm inhibiting the oxidative deterioration of hydro- N Mb 1 h h 1 1d carbon oils which are normally susceptible to :g gg g fi nap t en 0 M 5 such deterioration, particularly in the presence 0 Na l n, benzoyl pam phenylene (mine of oxidation accelerating metal catalysts- N,N -diacetyi-meta-phenylene diamine We have discovered that refined hydrocarbon N,N -tri-methyl-acetyl-para-phenylene dlamme oils, for example mineral oils, can be substantially N,N -dipropioriyl-toluylene diamine inhibited against oxidative deterioration in the N-benzoyl-naphthylene diamine presence of metal catalysts by incorporating in N-dimethyl-N -acetyl-toluylene diamine such oils acyl substituted arylene diamines prei- N t 1 be (mm 1 hthyle erably acyl substituted phenylene diamine. It by w He has been found that from about 0.001% to about 0.5% and preferably from about 0.01% to about While compounds of the herein-described class 0.2% of these addition agents is refined hydroare eiiective in inhibiting the oxidative deterioracarbon oils which are susceptible to oxidative 50 tion of hydrocarbon oils in the presence of metal deterioration, particularly in the presence of catalysts, particularly iron, it is not to be immetal catalysts such as iron, eilectively inhibit plied that all are equally effective since the efsuch oxidative deterioration. Compounds which iectiveness can vary with the type of oil and are suitable for the present invention have the the conditions of use. zeneral formula I whfln thn nrnmnt inventinn is: anniinnhla tn m:

type of viscous hydrocarbon oil, for example mineral oil, we prefer to employ hydrocarbon oils which are substantially free of wax or waxy substances which tend to increase the pour point 01' such oils. By "viscous hydrocarbon oil we mean an oil having a Saybolt Universal viscosity at 100 F. of at least about 60-70 seconds.

The effectiveness of the herein-described compounds in inhibiting the oxidative deterioration of hydrocarbon oils in the presence of a metal catalyst such as iron can be determined by the following test:

Ten grams of the oil to be tested containing 0.1 gram of finely ground iron catalyst is placed in a container having a tapered ground glass joint into which is fitted a gas bubbling tube having a ground glass Joint which fits into the ground joint of the container. Oxygen is then bubbled through the oil at a rate of 1 liter of gas per hour for a period of 24 hours at a temperature of 320 F. At the end of this period the oil is removed 4 and color, acidity and sludge determinations are made. The effectiveness of the class of arylene diamines disclosed herein in inhibiting the deleter'ious effect of metal catalysts, particularly iron. on hydrocarbon oil is shown by the following data, obtained in the foregoing test:

. Control (M. C. SAE 20 base stock Control +01% 4- amino-methylaoetanilide.

G. Control. +0.1%

para-amlno-acetanili e. Control +0.l%

meta-emino-scet- 0.1g. owdere Fe.

anilide. E. Control +0.l%

3-diethylaminoaoetanilide.

In the above table the notation in the column headed sludge denotes that sludge was present in the oil while the notation o! 0" denotes that no sludge was present in the oil.

It is evident from the above data that the acyi-substituted arylene diamines effectively inhibit the oxidative' deterioration of hydrocarbon mally susceptible to oxidative deterioration and a phenylene diamine having the general iormula in which R. is an acyi radical and R is a substituent selected from the class consisting of hydrogen, aliphatic, cyclo-aliphatic, arslkyl, and acyl radicals, said henylene diamine being used in small but suflicient quantities to inhibit the oxidative deterioration oi said oil.

2. A stable viscous substantially wax-tree hydrocarbon oil composition comprising a viscous hydrocarbon oil normally susceptible to oxidative deterioration in the presence of iron and a phenylene diamine compound having the general 'iormula in which R is an acyl radical and R. is a substituent selected from the class consisting of hydrogen, aliphatic, cyclo-aliphatic, aralkyl and acyl radicals, said phenylene diamine being used in small but suillcient quantities to inhibit the oxidative deterioration of said oil.

3. A stable viscous mineral oil composition comprising a viscous substantially wax-tree min eral oil normally susceptible to oxidative deterioration in the presence or metal and from about 0.001% to about 0.5% 01 an acyl substituted phenylene diamine.

4. A stable viscous mineral oil composition comprising a viscous substantially wax-free mineral oil normally susceptible to oxldative deterioration in the presence of metal and from about 0.001% to about 0.5% of a 4-aminomethyl-acetanilide.

s. A stable viscous mineral oil compositioncomprising a viscous substantially wax-tree mineral oil normally susceptible to oxidative deterioration in the presence of metal and from about 0.001% to about 0.5% of an amlno-acetanilide.

6. A stable viscous mineral oil composition comprising a viscous substantially wax-free mineral oil normally susceptible to oxidative deterioration in the presence of metal and from about 0.001% to about 0.5% of 3-dlethyl-amlno-acetanilide.

I. A stable 'viscous substantially wax-tree hydrocarbon oil comprising a hydrocarbon oil norties to inhibit the oxidative deterioration of said I oil..

" ROGER w. WATSON.

JAMES W. GAYNOIL- Certificate of Correction Patent No. 2,402,792. June 25, 1946.

ROGER W. WATSON ET AL.

It is hereby certified that errors appear in the printed specification of the above numbered patent requiring correction as follows: Column 2, lines 10 to 14, column 3, lines 64 to 68, claim 1, and column 4, lines 13 to 18, claim 2, strike out the formula in each instance and insert instead the followingand that the said Letters Patent should be read with these corrections therein that the same may conform to the record of the case in the Patent Office.

Signed and sealed this 15th day of October, A. D. 1946.

LESLIE rRAzER, a

First Assistant Commissioner of Patents. 

